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About This Item
Linear Formula:
CH2(CONH2)2
CAS Number:
Molecular Weight:
102.09
Beilstein:
1751401
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
172-175 °C (lit.)
fluorescence
λex 367 nm; λem 445 nm (α-keto acid adduct)
SMILES string
NC(=O)CC(N)=O
InChI
1S/C3H6N2O2/c4-2(6)1-3(5)7/h1H2,(H2,4,6)(H2,5,7)
InChI key
WRIRWRKPLXCTFD-UHFFFAOYSA-N
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General description
The malonamide derivatives are obtained by the one-pot, five-component condensation reaction of isocyanide, Meldrum′s acid, arylidene malononitrile, and two amine molecules in CH2Cl2.
Application
The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions from nitric acid medium.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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M J Barlow et al.
Solid state nuclear magnetic resonance, 1(4), 197-204 (1992-11-01)
Methyl tunnel frequencies, measured at 4 K, are found to be 455 +/- 8 kHz in methyl malonamide and 496 +/- 8 kHz in methyl ethyl ketone. The first is unaffected by deuteration of the amide groups. Measurements of the
Ana G Neo et al.
Molecular diversity, 15(2), 529-539 (2010-09-03)
A general synthesis of 1,3-dicarbonylic compounds using multicomponent reactions of isocyanides is described. The process involves a Passerini three-component condensation of glyoxal derivatives, isocyanides and acetic acid, followed by metal mediated reductive or solvolytic removal of the acid component. Noteworthy
Alok Rout et al.
Dalton transactions (Cambridge, England : 2003), 43(4), 1862-1872 (2013-11-22)
A new non-fluorinated malonamide-based ionic liquid extractant was synthesized and investigated for the extraction behavior of europium(III) and other trivalent rare-earth ions from nitric acid medium. The extractant was the functionalized ionic liquid trihexyl(tetradecyl)phosphonium N,N,N',N'-tetra(2-ethylhexyl)malonate, [P66614][MA], and it was used
Ranjeet A Dhokale et al.
Organic letters, 14(15), 3994-3997 (2012-07-27)
A facile, fluoride-induced transition-metal-free chemoselective α-arylation of β-dicarbonyl compounds (malonamide esters) at room temperature using aryne intermediates has been demonstrated. Selective mono- or diarylation and generation of a quaternary benzylic stereocenter have also been achieved. The methodology will be highly
M M Schiavoni et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56A(8), 1533-1541 (2000-07-25)
The conformational and tautomeric compositions of malonamide, NH2-C(O)-CH2-C(O)-NH2 were determined by vibrational spectroscopy and theoretical calculations (HF/6-31G*, B3PW91/6-31G*). Solid state Fourier transform infrared and Raman spectra were analysed. They reveal the existence of a diketo tautomer. Theoretical calculations predict a
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